
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2026-03-18 | Miami Masters | R64 | hard | Karen Khachanov | 6-3 6-3 |
| 2024-04-22 | Madrid Masters | R64 | clay | Karen Khachanov | 3-6 6-3 7-5 |
| 2024-02-05 | Marseille | R16 | hard | Karen Khachanov | 6-2 6-2 |
| 2023-04-24 | Madrid Masters | R32 | clay | Karen Khachanov | 7-5 4-6 6-3 |
| 2022-02-14 | Doha | SF | hard | Roberto Bautista Agut | 2-6 6-3 7-5 |
| 2020-08-24 | Cincinnati Masters | R16 | hard | Roberto Bautista Agut | 4-6 6-3 6-2 |
| 2019-07-01 | Wimbledon | R32 | grass | Roberto Bautista Agut | 6-3 7-6(3) 6-1 |
| 2019-01-14 | Australian Open | R32 | hard | Roberto Bautista Agut | 6-4 7-5 6-4 |
| 2018-06-18 | Halle | QF | grass | Roberto Bautista Agut | 6-3 6-7(3) 6-3 |
| 2017-02-27 | Dubai | R32 | hard | Roberto Bautista Agut | 6-1 7-6(4) |
| 2016-04-18 | Barcelona | R32 | clay | Karen Khachanov | 6-2 6-7(4) 6-3 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.